Hawaii Cruises, Sailing & Water Tours

Whale Watching in Kona
Big Island of Hawaii, USA

We are a small Hawaiian ʻohana-owned and operated business. A family of five—Kaleo, Leila, and their three sons Kaeo, Hauʻoli, and Makana—shares their love for...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (6)
from
$125
Poipu Sea Kayak Tour: Turtle, Dolphins and Snorkel
Kauai, USA

From Po'ipu, winter paddle and snorkel, the same canoe paths of old taken by early Polynesians and whaling captains....

7 hoursFree Cancellation
7 hoursFree Cancellation
7 hours • Free Cancellation
5.0 (6)
from
$269
1 Hour Friday Night Fireworks Cruise w/ Complimentary Drinks
Oahu, USA

Manu Kai offers a fun-filled 1 hour Friday evening tour to experience the famous Friday Night Fireworks show by the Hilton Hawaiian Village. Enjoy complimentary...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (5)
from
$60
Beginner Scuba and Snorkeling Ocean Adventure in Honolulu
Oahu, USA

Discover the best of Honolulu’s underwater world in one unforgettable experience—perfect for first-timers! This 2-in-1 ocean adventure combines beginner-friendly scuba diving and snorkeling in the...

2 hours 30 minutesFree Cancellation
2 hours 30 minutesFree Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (6)
from
$116.10
Beautiful 90 Minute Catamaran Sunset Sail with Drinks!
Oahu, USA

The nightly Sunset Sailing trip is a gorgeous 90-minute sail with complimentary drinks. Experience sailing, sightseeing, delicious cocktails, the beautiful Hawaiian Sunset, and perhaps if...

1 hour 30 minutesFree Cancellation
1 hour 30 minutesFree Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (9)
from
$56.36
West Oahu Whale Watch & Turtle Snorkel with Whale Guarantee
Oahu, USA

From December to April, the warm Hawaiian waters become a sanctuary for migrating Humpback whales, offering you a front-row seat to witness these incredible creatures...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (6)
from
$190
Sunset Whale Watching Shared Activity
Big Island of Hawaii, USA

The Kohala Coast is a whale breeding sanctuary and the best area on the big Island to encounter whale activity. The Namaka is a spacious...

2 hours 15 minutesHotel pickup offeredFree Cancellation
2 hours 15 minutesHotel pickup offeredFree Cancellation
2 hours 15 minutes • Hotel pickup offered • Free Cancellation
4.7 (7)
from
$157.18
Private Charter Full Day around Lanai 3 Snorkel Stops 7 Hrs
Maui, USA

Visit the coast-line of Lanai on a full day 7-hour small group trip and go on a dolphin discovery adventure. You will be transported on...

7 hoursFree Cancellation
7 hoursFree Cancellation
7 hours • Free Cancellation
5.0 (2)
from
$6,500
Cliff's of Hawai'i Onomea Waterfall Cruise
Big Island of Hawaii, USA

Discover old Hawai‘i on a leisurely 2‑hour morning cruise along rugged sea cliffs, secret coves, and tropical waterfalls. This small, intimate tour weaves past the...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (4)
from
$213.34
Private South Shore Sail Charter
Oahu, USA

Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and enjoy complimentary drinks while getting the ocean breeze,...

1 hour 30 minutesFree Cancellation
1 hour 30 minutesFree Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (2)
from
$1,000
Discover Popoia Island and Kailua Bay by Kayak Guided Tour
Oahu, USA

Kayak in the crystal clear waters of Kailua Bay with one of our guides and visit one of Oahu's smallest offshore islands. It's only a...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (3)
from
$169
Aloha Gondola Cruise with Drinks & Pastries
Oahu, USA

Impress your family with the very Best Waikiki has to offer. This is the only commercial cruise experience that tours within the tranquil waters of...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (4)
from
$250
Private Charter Humpback Whale Watching & Dolphin Search
Maui, USA

Our Exclusive Private Charter Sanity Vessel holds as many as 32 passengers.   Humpback Whale Watching and Dolphin Search minimum 2 hours with additional hourly rate...

2 to 8 hoursFree Cancellation
2 to 8 hoursFree Cancellation
2 to 8 hours • Free Cancellation
5.0 (2)
from
$1,992.67
Private cruise Gondola waikiki with cute tour guide & he sings!
Oahu, USA

Drift and relax under the starlight as you glide effortlessly on the tranquil waters of Waikiki. Gaze in awe under romantic moonlight while interacting with...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (2)
from
$670
Exceptional Maui Whale Watch
Maui, USA

Spend more time with the whales, on our 2 1/2 hour whale watch, aboard Maui's ONLY air conditioned, luxury power catamaran. We are a family...

2 hours 30 minutesFree Cancellation
2 hours 30 minutesFree Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (4)
from
$148
Private Whale Watching Trip from Oahu
Oahu, USA

6 Guests Maximum Private + Exclusive Unlike large group tours, this experience is limited to just 6 guests aboard a 32-foot World Cat, ensuring a...

90 to 150 minutesFree Cancellation
90 to 150 minutesFree Cancellation
90 to 150 minutes • Free Cancellation
5.0 (2)
from
$750

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Cool Hawaii wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

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If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Hawaii over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.